Vacation rentals in South Milford

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Top-rated vacation rentals in South Milford

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Orange Township
5 out of 5 average rating, 8 reviews

Waterfront Oasis w Beach, Dock & Kayaks!

Soak up sun-filled lake days and peaceful sunset evenings at this inviting waterfront retreat. From laid-back picnics to paddling adventures, everything you need for a memorable stay is here. This home offers: 🛶 Kayaks & life vests 🏖️ Private dock with water access 🔥 Wood-burning fire pit 🌅 Screened porch with lake views 🍔 Gas grill & outdoor dining 📺 Smart TV with local channels & streaming, games & books Perfect for couples, small families, and friends seeking a relaxing lake escape.

Superhost
A modern kitchen is visible, featuring stainless steel appliances and a spacious island. Adjacent, a cozy seating area is presented with a gray sofa, a light-colored rug, and a small dining table with two chairs. Natural light streams through large windows, enhancing the inviting atmosphere.
Home in Rome City
4.73 out of 5 average rating, 45 reviews

Sylvan Lakeside Retreat

Welcome to Sylvan Lake, Rome City IN! This 3 bed 1 bath home was completely remodeled in 2024 on one of Indiana's favorite all sports lakes. Whether you're in town for a family retreat, celebrating a special occasion, or need a peaceful place to stay while traveling for work, this lakefront home offers the perfect setting to unwind after a day of adventures. Full grocery, lakeside pubs, liquor & bait along with the public boat launch just blocks away. Boat rental also available upon request.

Top guest favorite
Sunlight filters through trees, casting gentle shadows across the lush lawn. A serene lake reflects the sky, with a canoe and dock visible in the distance. A swing set and seating area are positioned to enjoy the tranquil views.
Home in Howe
4.96 out of 5 average rating, 767 reviews

Amazing Views Lakehouse with Kayaks

The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. Enjoy the stunning view while your cares melt away in the hot tub. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are two bicycles available for exploring the surrounding countryside as well as a canoe, 3 kayaks, and paddle boat to use on the water. Shipshewana is a quick 15-mile drive away through beautiful Amish countryside.

Top guest favorite
A welcoming entry features a set of stairs leading up to the cottage, flanked by white railings. A decorative American flag is displayed on the front porch, surrounded by landscaped areas with pebbled ground and greenery.
Cottage in Rome City
4.98 out of 5 average rating, 259 reviews

Lakeside Sylvan-Lake Rome City Cottage

Welcome to Sylvan Lake in Rome City, IN. Sylvan Lake is an all season ski lake wonderful for all boating, fishing, skiing, tubing, wave runners and even a swim from the dock. You have 60 feet of lake front with two docks to bring your lake toys or rent a pontoon for the day/weekend or week. Full size kitchen, laundry, two big smart tv's with cable and wifi. Small shed for storage, large deck, canoe for 3, fire pit & gas grill. Wedding, family, golfing or weekend away? Lakeside Sylvan!

Guest favorite
A comfortable living space features a sectional couch with yellow accent pillows, a wall-mounted TV, and a white entertainment unit. Large windows are dressed with sheer and orange curtains, allowing natural light to brighten the room. A patterned chair adds a touch of color.
Home in Angola
4.98 out of 5 average rating, 161 reviews

Fox Lake Road Bungalow (Near Trine University)

This two bed two bath home is very new and fresh with brand new high-end furniture. From the 65” TV to the gas fire pit on the patio overlooking the small creek and woods you won’t feel more relaxed. We are five short blocks from Trine University and a short drive to the center of town and one of our 101 lakes. Fox Lake Road Bungalow is equipped with several smart home features keeping your check-in fast and simple. We would love to host you. Thank you for your consideration.

Top guest favorite
A serene lakeside view is presented at dusk, featuring calm water reflecting soft colors of the sunset. A fire pit is positioned on a grassy area adjacent to the water, while a wooden dock extends into the lake, perfect for leisure activities.
Cottage in Albion
4.96 out of 5 average rating, 147 reviews

Beautiful Skinner Lake View Cottage

Private vacation home with a beautiful view of Lake Skinner. Waterfront access for fishing or taking the paddle boat out (seasonal). This cottage has all the basic amenities to make your stay comfortable. From the warm fire place to the spacious deck and 3 seasons room, you can enjoy this place anytime of the year. The full kitchen makes this place perfect for a week long getaway! A short twenty minute drive to Auburn and under an hour drive to Fort Wayne and Shipshewana.

Guest favorite
Tiny home in Shipshewana
4.93 out of 5 average rating, 200 reviews

Private Lake+Fire Pit+Sauna+Kayaks | Pine & Paddle

Welcome to Pine and Paddle — the perfect place to unplug, recharge, and reconnect with nature by the lake. Unwind at this cozy lakeside tiny home, perfect for couples, friends, or solo travelers seeking peace, nature, and a hint of adventure near downtown Shipshewana. 🔥 Campfire pad w/ firewood + lake views 🛶 Kayaks + fishing poles + private dock ♨️ Wooden barrel sauna for ultimate relaxation 🌳 Private lake, beach, & outdoor games 🛏️ Sleeps 5 w/ full-size bunks + couch

Top guest favorite
A cozy studio apartment features a comfortable bed with soft linens, a wooden coffee table, and a light-colored chest of drawers. Natural light filters in through a nearby window, illuminating the space. A green armchair is positioned in one corner, adding to the inviting ambiance.
Loft in Shipshewana
4.96 out of 5 average rating, 365 reviews

Hidden Country Hide-A-Way

Come relax in our cozy, modern country, studio apartment. It is  equipt with a fully stocked kitchenette, private bathroom, comfortable living space, large screen tv and office work space.  Enjoy some of the most picturesque landscape Northern Indiana has to offer.  We are just a 10 min walk from Stone Lake and have kayak rentals available upon request.  We are conveniently located 8 miles from Shipshewana and Middlebury, IN and just a 40 minute drive from Notre Dame.

Top guest favorite
The charming stone cottage is framed by a blossoming pink tree in the front yard. A well-maintained path leads to the entrance, showcasing the natural stone facade and numerous windows. The surrounding greenery enhances the inviting exterior of the home.
Cottage in Rome City
4.98 out of 5 average rating, 121 reviews

Stone Cottage on Kerr Island

Welcome to the little stone cottage on beautiful Sylvan Lake. We are located in Rome City, IN. This adorable house, originally built in 1930, was remodeled and completely renovated in 2018. The updated kitchen features tiled backsplash, gas range, oven, and fridge. There is a microwave and Keurig for your convenience. The bedroom has a queen-sized bed, a small wardrobe for hanging clothes, and a dresser. The bathroom features a tiled shower.

Top guest favorite
A comfortable living area features two soft sofas positioned around a light area rug. Natural light enters through a large window adorned with patterned curtains. A modern television sits on a wooden stand, and a lamp is placed beside a side table.
Apartment in Howe
4.95 out of 5 average rating, 260 reviews

The Upper Room

A newly remodeled full above-garage apartment with private entrance and access to a one car garage with a secure key pad. Only 15 minutes from Shipshewana Trading Place which is home to the midwest's largest flea market, beautiful Pumpkinvine Nature Trail amid Amish inspired shops and cuisine. Minutes from Indiana toll road exit 121 this quiet wooded setting is a great choice for an extended stay or ideal for a special getaway.

Top guest favorite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 430 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Top guest favorite
The interior of the cabin features wooden paneling on the walls, with large windows allowing natural light. A seating area includes a black leather chair and a convertible sofa. A small dining table with chairs is positioned nearby, complemented by a bright red kitchenette adorned with modern appliances.
Cabin in Fort Wayne
4.91 out of 5 average rating, 552 reviews

Beautiful Cabin in Woods - Tiny house experience

The beautiful 'Edgewood Cabin in the Woods' is less than 4 miles from Fort Wayne and provides a wonderful get away from the bustle of the city. With its retro decor and modern furnishings, the Cabin is a great space for a work retreat, a romantic get away, or just for a clean and comfortable overnight stay. Whichever you are looking for you won't be disappointed with your choice to stay at the Edgewood Cabin!

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